AU2012383479B2 - High water content oral compositions comprising microcrystalline cellulose and carboxymethylcellulose - Google Patents
High water content oral compositions comprising microcrystalline cellulose and carboxymethylcellulose Download PDFInfo
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- AU2012383479B2 AU2012383479B2 AU2012383479A AU2012383479A AU2012383479B2 AU 2012383479 B2 AU2012383479 B2 AU 2012383479B2 AU 2012383479 A AU2012383479 A AU 2012383479A AU 2012383479 A AU2012383479 A AU 2012383479A AU 2012383479 B2 AU2012383479 B2 AU 2012383479B2
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- Australia
- Prior art keywords
- composition according
- reducing
- microcrystalline cellulose
- silica
- sodium
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 173
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 57
- 229920000168 Microcrystalline cellulose Polymers 0.000 title claims abstract description 41
- 235000019813 microcrystalline cellulose Nutrition 0.000 title claims abstract description 41
- 239000008108 microcrystalline cellulose Substances 0.000 title claims abstract description 41
- 229940016286 microcrystalline cellulose Drugs 0.000 title claims abstract description 41
- 239000001768 carboxy methyl cellulose Substances 0.000 title claims abstract description 38
- 229920002134 Carboxymethyl cellulose Polymers 0.000 title claims abstract description 16
- 235000010948 carboxy methyl cellulose Nutrition 0.000 title claims abstract description 15
- 239000008112 carboxymethyl-cellulose Substances 0.000 title claims abstract description 15
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 142
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 69
- 239000000551 dentifrice Substances 0.000 claims abstract description 23
- 239000002245 particle Substances 0.000 claims description 38
- 239000000796 flavoring agent Substances 0.000 claims description 33
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 32
- -1 butyl magnolol Chemical compound 0.000 claims description 31
- 235000019634 flavors Nutrition 0.000 claims description 28
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 claims description 23
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 claims description 23
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 claims description 23
- 150000003839 salts Chemical class 0.000 claims description 21
- 239000004615 ingredient Substances 0.000 claims description 20
- 235000011187 glycerol Nutrition 0.000 claims description 16
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 15
- 239000003795 chemical substances by application Substances 0.000 claims description 15
- 229920001577 copolymer Polymers 0.000 claims description 15
- 239000003906 humectant Substances 0.000 claims description 14
- 210000000214 mouth Anatomy 0.000 claims description 14
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 claims description 14
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 13
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 claims description 13
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims description 13
- 239000002562 thickening agent Substances 0.000 claims description 12
- 229960003500 triclosan Drugs 0.000 claims description 12
- 208000002925 dental caries Diseases 0.000 claims description 11
- 239000000284 extract Substances 0.000 claims description 11
- 235000010418 carrageenan Nutrition 0.000 claims description 10
- 229920001525 carrageenan Polymers 0.000 claims description 10
- 239000000679 carrageenan Substances 0.000 claims description 9
- 229940113118 carrageenan Drugs 0.000 claims description 9
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 claims description 9
- VVOAZFWZEDHOOU-UHFFFAOYSA-N magnolol Chemical compound OC1=CC=C(CC=C)C=C1C1=CC(CC=C)=CC=C1O VVOAZFWZEDHOOU-UHFFFAOYSA-N 0.000 claims description 8
- 125000000129 anionic group Chemical group 0.000 claims description 7
- 230000000844 anti-bacterial effect Effects 0.000 claims description 7
- 239000011775 sodium fluoride Substances 0.000 claims description 7
- 235000013024 sodium fluoride Nutrition 0.000 claims description 7
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 230000009885 systemic effect Effects 0.000 claims description 6
- 229920006318 anionic polymer Polymers 0.000 claims description 5
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- 210000003298 dental enamel Anatomy 0.000 claims description 5
- 208000007565 gingivitis Diseases 0.000 claims description 5
- 230000007406 plaque accumulation Effects 0.000 claims description 5
- OYAQUBKYAKSHOA-UHFFFAOYSA-N 2-(2-hydroxy-5-propylphenyl)-4-propylphenol Chemical compound CCCC1=CC=C(O)C(C=2C(=CC=C(CCC)C=2)O)=C1 OYAQUBKYAKSHOA-UHFFFAOYSA-N 0.000 claims description 4
- 230000032770 biofilm formation Effects 0.000 claims description 4
- 238000005115 demineralization Methods 0.000 claims description 4
- 230000002328 demineralizing effect Effects 0.000 claims description 4
- 230000002708 enhancing effect Effects 0.000 claims description 4
- 230000003628 erosive effect Effects 0.000 claims description 4
- 230000036541 health Effects 0.000 claims description 4
- 230000000813 microbial effect Effects 0.000 claims description 4
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical group COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims description 3
- 229920005646 polycarboxylate Polymers 0.000 claims description 3
- 230000002087 whitening effect Effects 0.000 claims description 3
- 229920001285 xanthan gum Polymers 0.000 claims description 3
- 239000000230 xanthan gum Substances 0.000 claims description 3
- 235000010493 xanthan gum Nutrition 0.000 claims description 3
- 229940082509 xanthan gum Drugs 0.000 claims description 3
- QCZAWDGAVJMPTA-RNFRBKRXSA-N ClC1=CC=CC(=N1)C1=NC(=NC(=N1)N[C@@H](C(F)(F)F)C)N[C@@H](C(F)(F)F)C Chemical compound ClC1=CC=CC(=N1)C1=NC(=NC(=N1)N[C@@H](C(F)(F)F)C)N[C@@H](C(F)(F)F)C QCZAWDGAVJMPTA-RNFRBKRXSA-N 0.000 claims description 2
- BYTORXDZJWWIKR-UHFFFAOYSA-N Hinokiol Natural products CC(C)c1cc2CCC3C(C)(CO)C(O)CCC3(C)c2cc1O BYTORXDZJWWIKR-UHFFFAOYSA-N 0.000 claims description 2
- 230000001580 bacterial effect Effects 0.000 claims description 2
- FVYXIJYOAGAUQK-UHFFFAOYSA-N honokiol Chemical compound C1=C(CC=C)C(O)=CC=C1C1=CC(CC=C)=CC=C1O FVYXIJYOAGAUQK-UHFFFAOYSA-N 0.000 claims description 2
- 230000002401 inhibitory effect Effects 0.000 claims 10
- 238000004140 cleaning Methods 0.000 claims 2
- 230000001737 promoting effect Effects 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 9
- 238000009472 formulation Methods 0.000 description 31
- 239000000606 toothpaste Substances 0.000 description 19
- 229940034610 toothpaste Drugs 0.000 description 18
- 239000003082 abrasive agent Substances 0.000 description 12
- 239000003242 anti bacterial agent Substances 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- 239000004094 surface-active agent Substances 0.000 description 12
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 11
- 239000003945 anionic surfactant Substances 0.000 description 10
- 229940091249 fluoride supplement Drugs 0.000 description 10
- 239000000463 material Substances 0.000 description 10
- 229920000642 polymer Polymers 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 239000011734 sodium Substances 0.000 description 8
- 229910052708 sodium Inorganic materials 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 235000019198 oils Nutrition 0.000 description 7
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 6
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- 229960000414 sodium fluoride Drugs 0.000 description 6
- 239000000600 sorbitol Substances 0.000 description 6
- 235000010356 sorbitol Nutrition 0.000 description 6
- 206010020751 Hypersensitivity Diseases 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 5
- 230000001680 brushing effect Effects 0.000 description 5
- 235000010980 cellulose Nutrition 0.000 description 5
- 229920002678 cellulose Polymers 0.000 description 5
- 239000001913 cellulose Substances 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 239000006260 foam Substances 0.000 description 5
- 235000013355 food flavoring agent Nutrition 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- 240000005343 Azadirachta indica Species 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- 208000026935 allergic disease Diseases 0.000 description 4
- 230000002882 anti-plaque Effects 0.000 description 4
- 125000000753 cycloalkyl group Chemical group 0.000 description 4
- 239000012467 final product Substances 0.000 description 4
- 239000000499 gel Substances 0.000 description 4
- 230000009610 hypersensitivity Effects 0.000 description 4
- 239000002324 mouth wash Substances 0.000 description 4
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 4
- 238000000518 rheometry Methods 0.000 description 4
- 230000008719 thickening Effects 0.000 description 4
- XGRSAFKZAGGXJV-UHFFFAOYSA-N 3-azaniumyl-3-cyclohexylpropanoate Chemical compound OC(=O)CC(N)C1CCCCC1 XGRSAFKZAGGXJV-UHFFFAOYSA-N 0.000 description 3
- 244000005894 Albizia lebbeck Species 0.000 description 3
- 235000013500 Melia azadirachta Nutrition 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 244000038594 Phyllanthus urinaria Species 0.000 description 3
- WINXNKPZLFISPD-UHFFFAOYSA-M Saccharin sodium Chemical compound [Na+].C1=CC=C2C(=O)[N-]S(=O)(=O)C2=C1 WINXNKPZLFISPD-UHFFFAOYSA-M 0.000 description 3
- 244000191422 Terminalia bellirica Species 0.000 description 3
- 239000001506 calcium phosphate Substances 0.000 description 3
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- VYKKDKFTDMVOBU-UHFFFAOYSA-N flusalan Chemical compound OC1=C(Br)C=C(Br)C=C1C(=O)NC1=CC=CC(C(F)(F)F)=C1 VYKKDKFTDMVOBU-UHFFFAOYSA-N 0.000 description 3
- 239000004088 foaming agent Substances 0.000 description 3
- 150000004676 glycans Chemical class 0.000 description 3
- 239000000017 hydrogel Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 229920001282 polysaccharide Polymers 0.000 description 3
- 239000005017 polysaccharide Substances 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 235000013772 propylene glycol Nutrition 0.000 description 3
- 229960004711 sodium monofluorophosphate Drugs 0.000 description 3
- ANOBYBYXJXCGBS-UHFFFAOYSA-L stannous fluoride Chemical compound F[Sn]F ANOBYBYXJXCGBS-UHFFFAOYSA-L 0.000 description 3
- 229960002799 stannous fluoride Drugs 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 150000003460 sulfonic acids Chemical class 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- 239000004408 titanium dioxide Substances 0.000 description 3
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 3
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 2
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- DDFHBQSCUXNBSA-UHFFFAOYSA-N 5-(5-carboxythiophen-2-yl)thiophene-2-carboxylic acid Chemical compound S1C(C(=O)O)=CC=C1C1=CC=C(C(O)=O)S1 DDFHBQSCUXNBSA-UHFFFAOYSA-N 0.000 description 2
- 229910001369 Brass Inorganic materials 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 235000015489 Emblica officinalis Nutrition 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- 235000014749 Mentha crispa Nutrition 0.000 description 2
- 244000246386 Mentha pulegium Species 0.000 description 2
- 235000016257 Mentha pulegium Nutrition 0.000 description 2
- 244000078639 Mentha spicata Species 0.000 description 2
- 235000004357 Mentha x piperita Nutrition 0.000 description 2
- 235000005105 Pinus pinaster Nutrition 0.000 description 2
- 241001236212 Pinus pinaster Species 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- 235000011517 Terminalia chebula Nutrition 0.000 description 2
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
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- 239000004599 antimicrobial Substances 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000010951 brass Substances 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 2
- 229910000389 calcium phosphate Inorganic materials 0.000 description 2
- 235000011010 calcium phosphates Nutrition 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 230000036996 cardiovascular health Effects 0.000 description 2
- 230000001013 cariogenic effect Effects 0.000 description 2
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Chemical compound CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 210000004268 dentin Anatomy 0.000 description 2
- RBLGLDWTCZMLRW-UHFFFAOYSA-K dicalcium;phosphate;dihydrate Chemical compound O.O.[Ca+2].[Ca+2].[O-]P([O-])([O-])=O RBLGLDWTCZMLRW-UHFFFAOYSA-K 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 2
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- 206010013781 dry mouth Diseases 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
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- 150000004673 fluoride salts Chemical class 0.000 description 2
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- 238000005259 measurement Methods 0.000 description 2
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- ZVVSSOQAYNYNPP-UHFFFAOYSA-N olaflur Chemical compound F.F.CCCCCCCCCCCCCCCCCCN(CCO)CCCN(CCO)CCO ZVVSSOQAYNYNPP-UHFFFAOYSA-N 0.000 description 2
- 229960001245 olaflur Drugs 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000011698 potassium fluoride Substances 0.000 description 2
- 235000003270 potassium fluoride Nutrition 0.000 description 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
- 230000008569 process Effects 0.000 description 2
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- UAJTZZNRJCKXJN-UHFFFAOYSA-M sodium;2-dodecoxy-2-oxoethanesulfonate Chemical compound [Na+].CCCCCCCCCCCCOC(=O)CS([O-])(=O)=O UAJTZZNRJCKXJN-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
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- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 2
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- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 2
- 229960002675 xylitol Drugs 0.000 description 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- GWEHVDNNLFDJLR-UHFFFAOYSA-N 1,3-diphenylurea Chemical class C=1C=CC=CC=1NC(=O)NC1=CC=CC=C1 GWEHVDNNLFDJLR-UHFFFAOYSA-N 0.000 description 1
- DZSVIVLGBJKQAP-UHFFFAOYSA-N 1-(2-methyl-5-propan-2-ylcyclohex-2-en-1-yl)propan-1-one Chemical compound CCC(=O)C1CC(C(C)C)CC=C1C DZSVIVLGBJKQAP-UHFFFAOYSA-N 0.000 description 1
- QDGIEIGBQXURRS-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-(3,4-dichlorophenyl)urea Chemical compound ClC1=CC=CC(NC(=O)NC=2C=C(Cl)C(Cl)=CC=2)=C1 QDGIEIGBQXURRS-UHFFFAOYSA-N 0.000 description 1
- OZCMOJQQLBXBKI-UHFFFAOYSA-N 1-ethenoxy-2-methylpropane Chemical compound CC(C)COC=C OZCMOJQQLBXBKI-UHFFFAOYSA-N 0.000 description 1
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- 108700004121 sarkosyl Proteins 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229940083542 sodium Drugs 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 229940045990 sodium laureth-2 sulfate Drugs 0.000 description 1
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 1
- 229940045885 sodium lauroyl sarcosinate Drugs 0.000 description 1
- 229940079862 sodium lauryl sarcosinate Drugs 0.000 description 1
- 229940075560 sodium lauryl sulfoacetate Drugs 0.000 description 1
- 235000019983 sodium metaphosphate Nutrition 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 239000012064 sodium phosphate buffer Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- GUQPDKHHVFLXHS-UHFFFAOYSA-M sodium;2-(2-dodecoxyethoxy)ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOS([O-])(=O)=O GUQPDKHHVFLXHS-UHFFFAOYSA-M 0.000 description 1
- ADWNFGORSPBALY-UHFFFAOYSA-M sodium;2-[dodecyl(methyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCCN(C)CC([O-])=O ADWNFGORSPBALY-UHFFFAOYSA-M 0.000 description 1
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- WSWCOQWTEOXDQX-MQQKCMAXSA-N sorbic acid group Chemical group C(\C=C\C=C\C)(=O)O WSWCOQWTEOXDQX-MQQKCMAXSA-N 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- MSLRPWGRFCKNIZ-UHFFFAOYSA-J tetrasodium;hydrogen peroxide;dicarbonate Chemical compound [Na+].[Na+].[Na+].[Na+].OO.OO.OO.[O-]C([O-])=O.[O-]C([O-])=O MSLRPWGRFCKNIZ-UHFFFAOYSA-J 0.000 description 1
- XROWMBWRMNHXMF-UHFFFAOYSA-J titanium tetrafluoride Chemical compound [F-].[F-].[F-].[F-].[Ti+4] XROWMBWRMNHXMF-UHFFFAOYSA-J 0.000 description 1
- 230000036347 tooth sensitivity Effects 0.000 description 1
- KVSKGMLNBAPGKH-UHFFFAOYSA-N tribromosalicylanilide Chemical compound OC1=C(Br)C=C(Br)C=C1C(=O)NC1=CC=C(Br)C=C1 KVSKGMLNBAPGKH-UHFFFAOYSA-N 0.000 description 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- SYMVZGYNJDKIPL-UHFFFAOYSA-H tricalcium;oxido phosphate Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]OP([O-])([O-])=O.[O-]OP([O-])([O-])=O SYMVZGYNJDKIPL-UHFFFAOYSA-H 0.000 description 1
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 description 1
- VBIJGJLWKWLWHQ-UHFFFAOYSA-K trisodium;oxido phosphate Chemical compound [Na+].[Na+].[Na+].[O-]OP([O-])([O-])=O VBIJGJLWKWLWHQ-UHFFFAOYSA-K 0.000 description 1
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 description 1
- 229940117958 vinyl acetate Drugs 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/25—Silicon; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/20—Halogens; Compounds thereof
- A61K8/21—Fluorides; Derivatives thereof
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Pharmacology & Pharmacy (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cosmetics (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2015238847A AU2015238847B2 (en) | 2012-06-29 | 2015-10-08 | High water content oral compositions comprising microcrystalline cellulose and carboxymethylcellulose |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/US2012/044832 WO2014003776A1 (en) | 2012-06-29 | 2012-06-29 | High water content oral compositions comprising microcrystalline cellulose and carboxymethylcellulose |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AU2015238847A Division AU2015238847B2 (en) | 2012-06-29 | 2015-10-08 | High water content oral compositions comprising microcrystalline cellulose and carboxymethylcellulose |
Publications (2)
Publication Number | Publication Date |
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AU2012383479A1 AU2012383479A1 (en) | 2015-01-15 |
AU2012383479B2 true AU2012383479B2 (en) | 2015-07-09 |
Family
ID=46508161
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
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AU2012383479A Active AU2012383479B2 (en) | 2012-06-29 | 2012-06-29 | High water content oral compositions comprising microcrystalline cellulose and carboxymethylcellulose |
AU2015238847A Active AU2015238847B2 (en) | 2012-06-29 | 2015-10-08 | High water content oral compositions comprising microcrystalline cellulose and carboxymethylcellulose |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
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AU2015238847A Active AU2015238847B2 (en) | 2012-06-29 | 2015-10-08 | High water content oral compositions comprising microcrystalline cellulose and carboxymethylcellulose |
Country Status (17)
Country | Link |
---|---|
US (1) | US20150164769A1 (ru) |
EP (1) | EP2866774B1 (ru) |
JP (1) | JP2015522014A (ru) |
KR (1) | KR20150033705A (ru) |
CN (2) | CN107260575A (ru) |
AR (1) | AR091606A1 (ru) |
AU (2) | AU2012383479B2 (ru) |
BR (1) | BR112014032843B1 (ru) |
CA (1) | CA2876163C (ru) |
IL (1) | IL235960A0 (ru) |
IN (1) | IN2014DN10360A (ru) |
MX (1) | MX355286B (ru) |
PH (1) | PH12014502696B1 (ru) |
RU (1) | RU2623140C2 (ru) |
TW (1) | TWI517863B (ru) |
WO (1) | WO2014003776A1 (ru) |
ZA (1) | ZA201409007B (ru) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BRPI0811530B1 (pt) | 2007-05-14 | 2019-01-02 | Research Foundation Of State Univ Of New York | composição compreendendo indutor(es) de resposta fisiológica à dispersão ácido decanóico, superfície, solução, método ex vivo de tratamento ou inibição da formação de um biofilme sobre uma superfície |
WO2017223311A1 (en) | 2016-06-24 | 2017-12-28 | Colgate-Palmolive Company | Oral care compositions |
EP3474812B1 (en) * | 2016-06-24 | 2023-11-29 | Colgate-Palmolive Company | Oral care compositions |
EP3386467B1 (en) | 2016-06-24 | 2023-08-30 | Colgate-Palmolive Company | Oral care compositions and their use in treating dental erosion |
CA3075983C (en) | 2016-09-30 | 2023-09-19 | Novaflux, Inc. | Compositions for cleaning and decontamination |
US11345878B2 (en) | 2018-04-03 | 2022-05-31 | Novaflux Inc. | Cleaning composition with superabsorbent polymer |
KR102086580B1 (ko) * | 2018-10-02 | 2020-03-09 | 동국대학교 경주캠퍼스 산학협력단 | 카탈라아제를 함유하는 친환경 세정 조성물 |
EP3930672A1 (en) * | 2019-03-29 | 2022-01-05 | Colgate-Palmolive Company | Oral care product and methods of use and manufacture thereof |
WO2021067872A1 (en) | 2019-10-03 | 2021-04-08 | Novaflux, Inc. | Oral cavity cleaning composition, method, and apparatus |
US12064495B2 (en) | 2019-10-03 | 2024-08-20 | Protegera, Inc. | Oral cavity cleaning composition, method, and apparatus |
CA3138558C (en) | 2020-11-16 | 2024-01-30 | Church & Dwight Co., Inc. | Teeth cleaning composition comprising banana extract |
Citations (4)
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US5601803A (en) * | 1995-05-26 | 1997-02-11 | Masters; James G. | Silica abrasive dentifrice of reduced stringless and improved flavor |
WO2004071321A2 (en) * | 2003-02-05 | 2004-08-26 | Fmc Corporation | Toothpaste compositions with reduced abrasivity |
EP2100590A1 (en) * | 2006-11-14 | 2009-09-16 | Sunstar Inc. | Oral composition containing crystalline cellulose surface-treated with water-soluble substance |
EP2371348A2 (en) * | 2010-03-31 | 2011-10-05 | McNeil-PPC, Inc. | Oral care composiion |
Family Cites Families (27)
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US3538230A (en) | 1966-12-05 | 1970-11-03 | Lever Brothers Ltd | Oral compositions containing silica xerogels as cleaning and polishing agents |
US3678154A (en) | 1968-07-01 | 1972-07-18 | Procter & Gamble | Oral compositions for calculus retardation |
US3535421A (en) | 1968-07-11 | 1970-10-20 | Procter & Gamble | Oral compositions for calculus retardation |
US3959458A (en) | 1973-02-09 | 1976-05-25 | The Procter & Gamble Company | Oral compositions for calculus retardation |
US3937807A (en) | 1973-03-06 | 1976-02-10 | The Procter & Gamble Company | Oral compositions for plaque, caries, and calculus retardation with reduced staining tendencies |
US3862307A (en) | 1973-04-09 | 1975-01-21 | Procter & Gamble | Dentifrices containing a cationic therapeutic agent and improved silica abrasive |
US4051234A (en) | 1975-06-06 | 1977-09-27 | The Procter & Gamble Company | Oral compositions for plaque, caries, and calculus retardation with reduced staining tendencies |
US4340583A (en) | 1979-05-23 | 1982-07-20 | J. M. Huber Corporation | High fluoride compatibility dentifrice abrasives and compositions |
US4885155A (en) | 1982-06-22 | 1989-12-05 | The Procter & Gamble Company | Anticalculus compositions using pyrophosphate salt |
US5288480A (en) | 1987-01-30 | 1994-02-22 | Colgate-Palmolive Co. | Antiplaque antibacterial oral composition |
US5192531A (en) * | 1988-12-29 | 1993-03-09 | Colgate-Palmolive Company | Antibacterial antiplaque oral composition |
US5188821A (en) | 1987-01-30 | 1993-02-23 | Colgate-Palmolive Company | Antibacterial antiplaque oral composition mouthwash or liquid dentifrice |
US4866161A (en) | 1987-08-24 | 1989-09-12 | University Of South Alabama | Inhibition of tartar deposition by polyanionic/hydrophobic peptides and derivatives thereof which have a clustered block copolymer structure |
US5004597A (en) | 1987-09-14 | 1991-04-02 | The Procter & Gamble Company | Oral compositions comprising stannous flouride and stannous gluconate |
US4842847A (en) | 1987-12-21 | 1989-06-27 | The B. F. Goodrich Company | Dental calculus inhibiting compositions |
US5368844A (en) | 1992-12-16 | 1994-11-29 | Colgate Palmolive Company | Antiplaque, antigingivitis, anticaries oral composition |
US5912274A (en) | 1995-09-22 | 1999-06-15 | Colgate-Palmolive Company | Antiplaque oral composition and method |
US5723500A (en) | 1995-09-22 | 1998-03-03 | Colgate-Palmolive Company | Antiplaque oral composition and method |
WO2004071322A2 (en) * | 2003-02-05 | 2004-08-26 | Fmc Corporation | Colloidal microcrystalline cellulose toothpaste of reduced stringiness and improved flavor release |
JP2004238321A (ja) * | 2003-02-05 | 2004-08-26 | Kao Corp | 口腔用組成物 |
US20060141039A1 (en) * | 2004-12-23 | 2006-06-29 | Colgate-Palmolive Company | Oral compositions containing oxidized camellia |
US20090186090A1 (en) | 2007-04-30 | 2009-07-23 | Colgate-Palmolive | Oral Care Composition to Reduce or Eliminate Dental Sensitivity |
US20080267891A1 (en) * | 2007-04-30 | 2008-10-30 | Colgate-Palmolive Company | Oral Care Composition To Reduce Or Eliminate Dental Sensitivity |
US10213627B2 (en) | 2008-05-16 | 2019-02-26 | Colgate-Palmolive Company | Oral compositions and uses therof |
EP2349489B1 (en) * | 2008-11-25 | 2015-11-11 | The Procter and Gamble Company | Low ph oral care compositions with fused silica and a fluoride source |
JP5512792B2 (ja) * | 2009-04-01 | 2014-06-04 | コルゲート・パーモリブ・カンパニー | 脱感作性歯磨剤 |
TW201109022A (en) * | 2009-06-03 | 2011-03-16 | Colgate Palmolive Co | Borinic compositions |
-
2012
- 2012-06-29 EP EP12735068.4A patent/EP2866774B1/en active Active
- 2012-06-29 MX MX2014015636A patent/MX355286B/es active IP Right Grant
- 2012-06-29 CN CN201710281255.3A patent/CN107260575A/zh active Pending
- 2012-06-29 JP JP2015520141A patent/JP2015522014A/ja active Pending
- 2012-06-29 US US14/409,497 patent/US20150164769A1/en not_active Abandoned
- 2012-06-29 CN CN201280074368.1A patent/CN104411287A/zh active Pending
- 2012-06-29 CA CA2876163A patent/CA2876163C/en active Active
- 2012-06-29 WO PCT/US2012/044832 patent/WO2014003776A1/en active Application Filing
- 2012-06-29 IN IN10360DEN2014 patent/IN2014DN10360A/en unknown
- 2012-06-29 BR BR112014032843-9A patent/BR112014032843B1/pt active IP Right Grant
- 2012-06-29 RU RU2015102824A patent/RU2623140C2/ru active
- 2012-06-29 KR KR20157002293A patent/KR20150033705A/ko not_active Application Discontinuation
- 2012-06-29 AU AU2012383479A patent/AU2012383479B2/en active Active
-
2013
- 2013-06-05 TW TW102119867A patent/TWI517863B/zh not_active IP Right Cessation
- 2013-06-27 AR ARP130102301 patent/AR091606A1/es unknown
-
2014
- 2014-11-27 IL IL235960A patent/IL235960A0/en unknown
- 2014-12-03 PH PH12014502696A patent/PH12014502696B1/en unknown
- 2014-12-08 ZA ZA2014/09007A patent/ZA201409007B/en unknown
-
2015
- 2015-10-08 AU AU2015238847A patent/AU2015238847B2/en active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5601803A (en) * | 1995-05-26 | 1997-02-11 | Masters; James G. | Silica abrasive dentifrice of reduced stringless and improved flavor |
WO2004071321A2 (en) * | 2003-02-05 | 2004-08-26 | Fmc Corporation | Toothpaste compositions with reduced abrasivity |
EP2100590A1 (en) * | 2006-11-14 | 2009-09-16 | Sunstar Inc. | Oral composition containing crystalline cellulose surface-treated with water-soluble substance |
EP2371348A2 (en) * | 2010-03-31 | 2011-10-05 | McNeil-PPC, Inc. | Oral care composiion |
Also Published As
Publication number | Publication date |
---|---|
AU2012383479A1 (en) | 2015-01-15 |
WO2014003776A1 (en) | 2014-01-03 |
JP2015522014A (ja) | 2015-08-03 |
RU2015102824A (ru) | 2016-08-20 |
CN107260575A (zh) | 2017-10-20 |
BR112014032843A2 (pt) | 2017-06-27 |
RU2623140C2 (ru) | 2017-06-22 |
ZA201409007B (en) | 2017-08-30 |
PH12014502696A1 (en) | 2015-01-26 |
MX2014015636A (es) | 2015-04-09 |
TW201410260A (zh) | 2014-03-16 |
KR20150033705A (ko) | 2015-04-01 |
BR112014032843B1 (pt) | 2018-07-03 |
CN104411287A (zh) | 2015-03-11 |
EP2866774A1 (en) | 2015-05-06 |
CA2876163A1 (en) | 2014-01-03 |
MX355286B (es) | 2018-04-13 |
PH12014502696B1 (en) | 2015-01-26 |
IN2014DN10360A (ru) | 2015-08-07 |
CA2876163C (en) | 2019-09-10 |
IL235960A0 (en) | 2015-01-29 |
EP2866774B1 (en) | 2017-08-09 |
AU2015238847A1 (en) | 2015-10-29 |
TWI517863B (zh) | 2016-01-21 |
US20150164769A1 (en) | 2015-06-18 |
AR091606A1 (es) | 2015-02-18 |
AU2015238847B2 (en) | 2016-12-01 |
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